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Steps from the Waterfront with Private Backyard at Historic Philip Clayton House

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The Philip Clayton House is located on a block-long street just steps from the Annapolis Waterfront.
The home's historic character has been worked into the many renovations done over the years.
Gather in the large Family Room, an addition that was added to the back of the home.
The King Suite is one of 4 bedrooms in the home.
Dine al fresco and sit around the fire pit under the stars in the private backyard.

Reviews

10 out of 10
Exceptional
4 bedrooms2+ bathroomsSleeps 10215.7 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Annapolis, MD
  • Place, Maryland State House
    ‪2 min walk‬
  • Place, Annapolis City Dock
    ‪5 min walk‬
  • Place, U.S. Naval Academy
    ‪6 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪37 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Americana Front Bedroom

1 Queen Bed

Family Bedroom

2 King Beds

Garden Bedroom

1 Queen Bed

King Suite

1 King Bed

2 bathrooms, 1 half bathroom

2nd Floor Hall Bath

Bathtub or shower · Toilet

King EnSuite

Toilet · Shower only

Main Floor Powder Room

Toilet

Spaces

Deck or patio
Kitchen

About this property

Steps from the Waterfront with Private Backyard at Historic Philip Clayton House

Experience the Difference: Professionally Managed by iTrip Annapolis

Historic Philip Clayton House – Downtown Annapolis Retreat



Step into Annapolis history at the Philip Clayton House, a landmark residence built in 1834. Located just one block from the City Dock, 3 blocks from the U.S. Naval Academy and the lively shops and restaurants of Downtown Annapolis, this home blends historic character with modern comforts for an unforgettable stay.



With nearly 200 years of stories behind its walls, the home has been thoughtfully renovated to balance original charm with modern livability. A bright family room opens to a private patio and fenced backyard—perfect for morning coffee, al fresco dining, or evenings around the fire pit.



There are 4 spacious bedrooms and 2.5 bathrooms, comfortably accommodating up to 10 guests. The gourmet kitchen serves as the heart of the home, featuring a large central island, top-quality appliances, and plenty of space for family meals or entertaining.



Sleeping Arrangements (Sleeps 10):

King Suite (2nd Floor): King bed with ensuite full bath

Garden Bedroom (2nd Floor): Queen bed

Americana Bedroom (2nd Floor): Queen bed

3rd Floor Bedroom: Two King beds

Additional Baths: Full hall bath on 2nd floor + half bath on main level



Highlights:

Private backyard with dining for 6, Adirondack chairs, and fire pit

Propane BBQ grill

Multiple dining areas in the kitchen, dining and family rooms (total seating for 16)

Smart TVs, WiFi, and luxury linens

Keyless entry and in-home laundry

Dog-friendly ($150 per pet fee to be charged prior to checkin)

Parking: Convenient loading zone on street in front of house with parking around the block in the easy to access Hilman garage. Daily rate $23.25.



Guests must be 25+ or accompanied by an adult

No smoking, parties, or events permitted

Steep staircases may not suit those with mobility issues



Nearby Attractions:

U.S. Naval Academy: 3 blocks

City Dock & Downtown Annapolis: Walking distance

Washington, D.C.: 30 miles

Baltimore: 25 miles



Your stay begins worry-free with a starter kit of coffee, toiletries, and household essentials. Freshly laundered linens await on every bed so you can settle in and enjoy the best of Annapolis—history, charm, and convenience all in one.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. Chesapeake Bay Bridge and Hammond-Harwood House are local landmarks, and travellers looking to shop may want to visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. French Soldiers Monument and Helen Avalynne Tawes Garden are also worth visiting.
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Map
Annapolis, MD

What's nearby

  • Maryland State House - 2 min walk - 0.2 km
  • William Paca House - 5 min walk - 0.4 km
  • Annapolis City Dock - 5 min walk - 0.5 km
  • U.S. Naval Academy - 6 min walk - 0.6 km
  • Hammond-Harwood House - 6 min walk - 0.6 km

Getting around

  • Odenton Station - 21 min drive
  • Fort Meade, MD (FME-Tipton) - 25 min drive

Restaurants

  • ‪Starbucks - ‬5 min walk
  • ‪Rams Head Tavern - ‬4 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬5 min walk
  • ‪Chick & Ruth's Delly - ‬4 min walk
  • ‪Buddy's Crabs & Ribs - ‬6 min walk

Frequently asked questions

Is Steps from the Waterfront with Private Backyard at Historic Philip Clayton House pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Steps from the Waterfront with Private Backyard at Historic Philip Clayton House?

As of 23 Apr 2026, prices found for a 1-night stay for 2 adults at Steps from the Waterfront with Private Backyard at Historic Philip Clayton House on 14 May 2026 start from AU$1,165, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Steps from the Waterfront with Private Backyard at Historic Philip Clayton House?

On-site parking is available at the property.

What time is check-in at Steps from the Waterfront with Private Backyard at Historic Philip Clayton House?

Check-in begins at 4:00 PM.

What time is check-out at Steps from the Waterfront with Private Backyard at Historic Philip Clayton House?

Checkout is at 11:00 AM.

Where is Steps from the Waterfront with Private Backyard at Historic Philip Clayton House located?

Located in Historic District, this holiday home is within a 10-minute walk of Matthew Henson Plaque and U.S. Naval Academy. Thurgood Marshall Memorial and Maryland State House are just steps away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

8.0/10

Listing accuracy

Reviews

Verified

10/10 Excellent

JoJo T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful house! Great location! Beds were very comfortable. My only suggestion would be to mention in the description that the master bedroom with the king size bed does not have an actual door that shuts completely. Instead there are two shutter like doors which doesn’t make the bedroom sound proof for privacy.
Stayed 2 nights in Nov 2025
From a partner site

10/10 Excellent

Laura

Incredible stay in the BEST location

We absolutely loved our stay at this beautiful historic home - built in the 1800s but updated with every modern feature you could want. The house is adorable and spacious with high end appliances, gorgeous decor, and plenty of room for our group of four couples to relax and enjoy. The location couldn’t be better - right downtown and walkable to amazing restaurants, shops, the U.S. Naval Academy, and we even walked to a game at the stadium. We got coffee just 2 blocks away in the mornings and walked along the marina. At night we had dinner & drinks in the home’s adorable backyard patio area. It’s the perfect spot for anyone wanting to experience historic Annapolis with all the comfort and space of a vacation home. Thank you - we can’t wait to come back!
From a partner site

10/10 Excellent

Lauren C.

Historic home in downtown Annapolis

I have rented homes all over the world but this is a rare gem. First the location is second to none. Right in the heart of downtown, we walked to docks, to shopping, to coffee and out for dinner. This lovely home comfortably slept our family with large gathering rooms and a fabulous outdoor entertaining area. Everything we needed was available in the chefs kitchen. I was looking for an immersive historical experience for my visit to Annapolis and this home was icing on the cake. It’s easy to see why it has welcomed families for many years. PS: Catch the water taxi at City Dock to the Chart House. Grab a bite to eat in Eastport and walk back over the bridge to Green Street. Inexpensive fun for any age!

About the host

Hosted by iTrip Vacations Annapolis - Sean Degnan

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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